US2015191651A1PendingUtilityA1

Polymerizable liquid crystal compound, liquid crystal composition, polymer material and method for manufacturing the same, and film

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Assignee: FUJIFILM CORPPriority: Sep 25, 2012Filed: Mar 23, 2015Published: Jul 9, 2015
Est. expirySep 25, 2032(~6.1 yrs left)· nominal 20-yr term from priority
Inventors:Hiroshi MatsuyamaShunya KatohMasaru Yoshikawa
C07D 213/72C09K 19/0403C09K 2019/0407G02F 1/133528C07C 69/92C07D 251/54G02B 5/3016C07C 271/28C07C 233/55C08F 220/303C08F 20/30C09K 2323/035C09K 2019/2078C09K 19/2014C09K 2019/0448C09K 19/20
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Claims

Abstract

A polymerizable liquid crystal compound represented by the formula (1); wherein A 1 represents a C 2-18 methylene group, one CH 2 or two or more non-adjacent (CH 2 )s in the methylene group may be substituted by —O—; Z 1 represents —CO—, —O—CO— or a single bond; Z 2 represents —CO— or —CO—CH═CH—; R 1 represents a hydrogen atom or methyl group; R 2 represents hydrogen, C 1-4 straight-chain alkyl group, C 1 or C 2 straight-chain alkoxy group, phenyl group, aryloxy group, vinyl group, acryloylamino group, methacryloylamino group, N-aryloxycarbamoyl group, N-alkyloxycarbamoyl group having a C 1-4 alkyl group, N-(2-methacryloyloxyethyl)carbamoyloxy group or N-(2-acryloyloxyethyl)carbamoyloxy group; and each of L 1 , L 2 , L 3 and L 4 independently represents C 1-4 alkyl group, C 1-4 alkoxy group, C 2-5 alkoxycarbonyl group, C 2-4 acyl group, halogen atom or hydrogen atom, at least one of L 1 , L 2 , L 3 and L 4 represents a substituent other than hydrogen atom.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A polymerizable liquid crystal compound represented by the formula (1) below: 
       
         
           
           
               
               
           
         
         wherein A 1  represents a C 2-18  methylene group, one CH 2  or two or more non-adjacent (CH 2 )s in the methylene group may be substituted by —O—; 
         Z 1  represents —CO—, —O—CO— or a single bond; 
         Z 2  represents —CO— or —CO—CH═CH—; 
         R 1  represents a hydrogen atom or methyl group; 
         R 2  represents hydrogen, C 1-4  straight-chain alkyl group, C 1  or C 2  straight-chain alkoxy group, phenyl group, aryloxy group, vinyl group, acryloylamino group, methacryloylamino group, N-aryloxycarbamoyl group, N-alkyloxycarbamoyl group having a C 1-4  alkyl group, N-(2-methacryloyloxyethyl)carbamoyloxy group or N-(2-acryloyloxyethyl)carbamoyloxy group; and 
         each of L 1 , L 2 , L 3  and L 4  independently represents C 1-4  alkyl group, C 1-4  alkoxy group, C 2-5  alkoxycarbonyl group, C 2-4  acyl group, halogen atom or hydrogen atom, at least one of L 1 , L 2 , L 3  and L 4  represents a substituent other than hydrogen atom. 
       
     
     
         2 . The polymerizable liquid crystal compound of  claim 1 , wherein in the formula (1), R 2  represents hydrogen atom, C 1-4  straight-chain alkyl group, C 1  or C 2  straight-chain alkoxy group or phenyl group. 
     
     
         3 . The polymerizable liquid crystal compound of  claim 1 , wherein each of L 1 , L 2 , L 3  and L 4  independently represents a alkyl group or hydrogen atom, and at least one of L 1 , L 2 , L 3  and L 4  represents a C 1-4  alkyl group. 
     
     
         4 . The polymerizable liquid crystal compound of  claim 1 , wherein each of L 1 , L 2 , L 3  and L 4  independently represents a methyl group or hydrogen atom, and at least one of L 1 , L 2 , L 3  and L 4  represents a methyl group. 
     
     
         5 . The polymerizable liquid crystal compound of  claim 1 , wherein each of L 1 , L 2 , L 3  and L 4  independently represents a methyl group or hydrogen atom, one of L 1 , L 2 , L 3  and L 4  being assigned to a methyl group and three of L 1 , L 2 , L 3  and L 4  being assigned to hydrogen atoms. 
     
     
         6 . The polymerizable liquid crystal compound of  claim 1 , wherein Z 1  represents a single bond. 
     
     
         7 . The polymerizable liquid crystal compound of  claim 1 , wherein A 1  represents a C 3-6  methylene group. 
     
     
         8 . The polymerizable liquid crystal compound of  claim 1 , wherein A 1  represents a C 4  methylene group. 
     
     
         9 . The polymerizable liquid crystal compound of  claim 1 , wherein Z 2  represents —CO—. 
     
     
         10 . The polymerizable liquid crystal compound of  claim 1 , wherein R 1  represents a hydrogen atom. 
     
     
         11 . The polymerizable liquid crystal compound of  claim 1 , wherein R 2  represents a C 1-4  straight-chain alkyl group, phenyl group, acryloylamino group or methacryloylamino group. 
     
     
         12 . The polymerizable liquid crystal compound of  claim 1 , wherein R 2  represents a phenyl group, acryloylamino group or methacryloylamino group. 
     
     
         13 . A liquid crystal composition comprising at least one polymerizable liquid crystal compound represented by the formula (1) below, and
 at least one polymerizable liquid crystal compound represented by the formula (3) below:   
       
         
           
           
               
               
           
         
         wherein A 1  represents a C 2-18  methylene group, one CH 2  or two or more non-adjacent (CH 2 )s in the methylene group may be substituted by —O—; 
         Z 1  represents —CO—, —O—CO— or a single bond; 
         Z 2  represents —CO— or —CO—CH═CH—; 
         R 1  represents a hydrogen atom or methyl group; 
         R 2  represents hydrogen, C 1-4  straight-chain alkyl group, C 1  or C 2  straight-chain alkoxy group, phenyl group, aryloxy group, vinyl group, acryloylamino group, methacryloylamino group, N-aryloxycarbamoyl group, N-alkyloxycarbamoyl group having a C 1-4  alkyl group, N-(2-methacryloyloxyethyl)carbamoyloxy group or N-(2-acryloyloxyethyl)carbamoyloxy group; and 
         each of L 1 , L 2 , L 3  and L 4  independently represents a C 1-4  alkyl group, C 1-4  alkoxy group, C 2-5  alkoxycarbonyl group, C 2-4  acyl group, halogen atom or hydrogen atom, at least one of L 1 , L 2 , L 3  and L 4  represents a substituent other than hydrogen atom. 
       
       
         
           
           
               
               
           
         
         wherein each of n1 and n2 independently represents an integer of 3 to 6; and 
         each of R 3  and R 4  independently represents a hydrogen atom or methyl group. 
       
     
     
         14 . The liquid crystal composition of  claim 13 , wherein in the formula (1), R 2  represents hydrogen atom, C 1-4  straight-chain alkyl group, C 1  or C 2  straight-chain alkoxy group, or phenyl group. 
     
     
         15 . The liquid crystal composition of  claim 13 , wherein the polymerizable liquid crystal compound represented by the formula (1) is a polymerizable liquid crystal compound represented by the formula (2) below: 
       
         
           
           
               
               
           
         
         wherein n 11  represents an integer of 3 to 6; 
         R 11  represents a hydrogen atom or methyl group; 
         Z 12  represents —CO— or —CO—CH═CH—; 
         R 12  represents a hydrogen atom, C 1-4  straight-chain alkyl group, C 1  or C 2  straight-chain alkoxy group, phenyl group, aryloxy group, vinyl group, acryloylamino group, methacryloylamino group, N-aryloxycarbamoyl group, N-alkyloxycarbamoyl group having a C 1-4  alkyl group, N-(2-methacryloyloxyethyl)carbamoyloxy group, or N-(2-acryloyloxyethyl)carbamoyloxy group. 
       
     
     
         16 . The liquid crystal composition of  claim 15 , wherein n11 is 4. 
     
     
         17 . The liquid crystal composition of  claim 15 , wherein R 11  represents a hydrogen atom. 
     
     
         18 . The liquid crystal composition of  claim 15 , wherein Z 12  represents —CO—. 
     
     
         19 . The liquid crystal composition of  claim 15 , wherein R 12  represents a C 1-4  straight-chain alkyl group or phenyl group. 
     
     
         20 . The liquid crystal composition of  claim 15 , wherein R 2  represents a phenyl group. 
     
     
         21 . The liquid crystal composition of  claim 13 , which comprises the polymerizable liquid crystal compound represented by the formula (1) in a content of 3 to 50% by mass, relative to the polymerizable liquid crystal compound represented by the formula (3). 
     
     
         22 . The liquid crystal composition of  claim 13 , which comprises the polymerizable liquid crystal compound represented by the formula (1) in a content of 5 to 40% by mass, relative to the polymerizable liquid crystal compound represented by the formula (3). 
     
     
         23 . The liquid crystal composition of  claim 13 , containing at least one species of polymerization initiator. 
     
     
         24 . The liquid crystal composition of  claim 13 , containing at least one species of chiral compound. 
     
     
         25 . A film comprising an optically anisotropic layer, wherein the optically anisotropic layer is obtainable by fixing alignment of polymerizable liquid crystal compounds described in  claim 1 . 
     
     
         26 . The film of  claim 25 , wherein the optically anisotropic layer is obtainable by fixing cholesteric alignment of the liquid crystal compounds. 
     
     
         27 . The film of  claim 26 , having selective reflectivity. 
     
     
         28 . The film of  claim 26 , having selective reflectivity in an infrared wavelength region. 
     
     
         29 . The film of  claim 25 , wherein the optically anisotropic layer is obtainable by fixing homogeneous alignment of the liquid crystal compounds. 
     
     
         30 . The film of  claim 25 , wherein the optically anisotropic layer is obtainable by fixing homeotropic alignment of the liquid crystal compounds. 
     
     
         31 . A polarizing plate comprising a film described in  claim 29  and a polarizing film. 
     
     
         32 . A liquid crystal display device comprising a polarizing plate described in  claim 31 .

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